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Raad was born in 1854 in Bhamdoun, Lebanon. His father, Anis, had fled from the family's village of Sibnay after converting to Protestantism from the Maronite faith. During the 1860 sectarian strife afflicting the mountain regions, Raad's father was killed. Following his death, Raad's mother took him and his sister, Sarah, to Jerusalem where they resided with relatives.[1]

Raad first studied photography under Garabed Krikorian, an Armenian-Palestinian graduate of a photography workshop established by Issay Garabedian, the Armenian Patriarch of Jerusalem.[1][2] Raad opened his own studio on Jaffa Road across the street from that of his former teacher in Jerusalem in 1890, engaging in direct competition with him.[1] After Garabed's son John assumed control of his father's studio in 1913 and married Raad's niece, Najla, known as the "peace bride," the two studios worked in partnership.[1][3]

Raad married Annie Muller in 1919, a Swiss national who served as an assistant to Keller, a photographer who Raad studied with in Switzerland on the eve of World War I. He returned to Palestine with Muller to live in Talibiyya, then a village near Jerusalem in which Raad ran for mayorship and was elected.[1]

Raad continued his photography work, the subject matter of which included political events, daily life, and major archaeological excavations conducted in Palestine.[1] His photography studio was destroyed during Jewish attacks on the city in 1948, and the family was forced to move, going first to Hebron for a few months and then to Raad's village of birth, Bhamdoun.[1][3] Subsequently invited to live within the Greek OrthodoxPatriarchate by Bishop Ilya Karam, Raad resided there from the end of 1948 until his death in 1957.[1]

A collection of postcards that bear Raad's signature are held by the Middle East Centre of Oxford University together with 40 prints of Ottoman soldiers in Palestine from World War I. Captioned in English, these photographs "had clearly been intended for use as propaganda by the Ottoman forces," according to Badr al-Hajj.[1] Ruth Raad, Khalil's daughter, said that her father was a friend of the military governor of Syria under Ottoman rule, Jamal Pasha, who facilitated Raad's access to the Egyptian-Palestinian front.[1]

Raad also produced postcards for tourists. Modern scholars, such as Annelies Moors, have critiqued his presentation of Palestinian Arabs in this body of work, noting that he "often used biblical connotations that conscribed their lives as static," thus conforming to the Orientalism characterizing Western postcard portrayals of the Other.[4]

Academics who supported Palestinian's national struggle, such as Bader Al Haj, Walid Khalidi and Elias Senbere saw the photographs that Raed Khalil took showing the life in the country, criticized him saying he was helping the "Zionist" propaganda. Anneliese Morse, a Dutch researcher, said in response to the academics who supported Palestinian's national struggle believes that some of the photographs of Raed had connotations from the Bible or the New Testament which gave it legitimacy to the photographic characters and their lives. But, both her and Rona Sela an Israeli curator, emphasize that Raed first photographed for commercial and tourist purposes. To explain her opinion Rona Sela says that Raed "lacked political awareness" and adapted to the patterns that appeared as stereotypical "colonial", which came as a direct affect from the scriptures of the Christians and Jews. Apart from a few political rallies, the photographer did not specify the conflict between Arabs and Jews in his work which occurred during his years that he was an active photographer.